Family-friendly holiday rentals in Crosby

Dragonfly Cabin | Near Cuyuna Recreation Area

Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Sitting above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed & built by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway - close to adventure, lakes, shops, and great places to eat.

New Home on Serpent Lake in Cuyuna area!

Looking for the ultimate large family/group getaway? This home built in 2020 is a stunning lakefront 4-bed, 3.5-bath home in Deerwood situated on the shore of Serpent Lake, minutes from Cuyuna Mountain Bike Trails! Features amenities like 2 primary suites, huge screened porch, large yard and patio, 60-ft dock and over 200 feet of shoreline! When you're not on the water, the luxury 2,400-square-foot open-plan comfortably accommodates 10 guests with an open floor plan and a fully equipped kitchen!

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion

✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point

Cuyuna Wattage Cottage. Modern, Clean, Relaxing.

Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient retreat for you to enjoy after biking, hiking, snowmobiling, or otherwise exploring this beautiful area. You’ll love viewing a sunrise through two story windows in the main living space or warming up by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system Yawkey trails. 1/2 to the beach, 2 mi. to Crosby. It is the only house on the street, on seven acres. Great privacy!

New 6 BR home, 1 block to downtown Crosby.

Situated at the crossroads of nationally acclaimed mountain bike trails and small-town charm, this stunning 6-bedroom, 2-bathroom house combines boutique, modern amenities with comfortable living spaces. An open main floor living room is anchored with a 65" TV, turntable, and full modern kitchen. The lower level features a living area with 55'' TV. Best of all, the garage is insulated and heated with a 75" TV, Beer Fridge and lots space for bike and snowmobile storage. Work remote; ride wild.

The Bike Vault 3BR 1.5BA Loft Overlooking Main St

This is the coolest MTB-themed Airbnb you'll ever stay in right in the heart of the action in downtown Crosby - steps away from restaurants, shops & trails. It's a little bit bike museum, little bit historic, a little bit chic Euro-modern. Our guests tell us they love bike-themed atmosphere & touches, convenience and accessibility. If you're looking for a distinctly different Airbnb, book your stay now. BONUS: store your bikes in the original 1930s bank vault (heated + oh, so, very secure).

Spacious lake house w/ room for the whole family!

Perfectly located near downtown Crosby on Rabbit Lake, this 2-acre lot w/ 400 ft of sandy lakeshore is the ideal up-north getaway for groups. All bedrooms are upstairs w/ 1 king bed, 7 Queens, a crib, and a standing desk. The lower level boasts a fully updated kitchen, dining room, game room/bar, & spacious living room w/ a gas fireplace, great wifi, and streaming services! Outdoor dining, yard games, beach/water toys, swim dock, propane grill, fire pit, and a 7-person Jacuzzi hot tub!

Molly's Cottage -3BR, secure space/garage, firepit

Molly's Cottage is waiting for you! If you love quaint, simple, and clean, Molly’s Cottage is for you. Steps away from the popular Red Raven and within walking distance to the brewery, antique/thrift shops, coffee shops, The Hudson Smoke House, Mac Daddy's Donut Garage, Rafferty's Pizza, Trailside Tavern, Cana Wine Bar, Hardwater Lounge, lake, bike trail for both the leisure and the adventurer! Crosby is also for history enthusiasts, and just plain enjoying life enthusiasts.

Cuyuna Creek Cottage • Steps to Cuyuna Trailhead

Relax and unwind in the heart of the Cuyuna Country State Recreation Area. Cuyuna Creek Cottage is a cozy, unique home nestled into 3+ acres of a woodland haven alongside a creek. Directly next to the trailhead of the Cuyuna Lakes State Trail. Less than a minute walk to the trail, which includes a world-class mountain bike trail system. Only 1/2 mile away from the new Sagamore Unit! Conveniently located between Crosby & Brainerd - there are endless amounts of things to do nearby!

Hot Tub + Sauna Tiny Pine A\ Cuyuna Matata

NEW TWO PERSON HOT TUB! Relax and unwind with your closest friends or loved ones in this newly built 500 sqft A Frame. The Tiny Pine A\\ is one of the three Cuyuna Matata Cabins on 8.5. acres overlooking the peaceful Pine River. An ideal nature getaway far enough away from town yet a short 10 minute drive to Cuyuna State Rec biking trails. Enjoy the new cedar wood barrel steam sauna and complimentary items such as snowshoes for the winter and kayaks in the summer!

The Townie. Convenient location in town!

Roomier than a hotel suite! Upstairs of a 1.5 story home wich consists of 2 bedrooms, walk in closet, bathroom, and mini kitchenette, no sink. Coffee table with lift top to seat 4. There is a daybed with trundle as well as 2 queen beds. Most comfortable for 4 guests. Private entrance and front screen porch. Quiet neighborhood. Great location! 1 block from main street and short ride to bike trails. 3 blocks from Serpent Lake! Garage storage for bikes.

Quiet Lake Cottage and Cuyuna Mountain Bike Trails

Charming cottage located in the heart of Minnesota’s Up North vacationland! A relaxing retreat on one acre wooded lot, quiet 80 acre lake with no public access. Get out on the lake for a paddle with the canoe or kayak or fish from the dock, catch and release is best. Year round fun, abundant wildlife, and vivid starry skies. Located ten miles from Cuyuna Country State Recreation's excellent single track mountain bike trails and many other lakes.